Midi Dresses

Embrace the arrival of autumn with our chic collection of midi dresses, ideal for both casual and formal fall affairs. Explore our curated selection that ranges from airy, lightweight midi dresses in satin or statement animal prints to sparkly sequin pieces that stand out at fall celebrations. Choose from figure-flattering bodycon styles that accentuate your silhouette to soft ribbed or mesh designs perfect for cooler weather. Whether you're drawn to the polished look of a long-sleeve dress for brunches with your besties or the bold statement of a one-shoulder semi-formal midi for date night, our collection ensures you'll discover the ideal style to complement your fall wardrobe and enhance any occasion.

SHOW FILTER

SORT:

MOST POPULAR
SIZE
COLOR
PRICE
ALL FILTERS
SORT
×
×
×
×



SEE RESULTS
Loading...
×
MIDI DRESSES
All Filters
Sort By:
MOST POPULAR
SEE RESULTS

Elevate Your Winter Style with Chic Midi Dresses

Upgrade your winter wardrobe with chic midi dresses that effortlessly transition from casual outings to formal events. Windsor's knee-length dresses come in luxurious fabrics like satin, lace, and crepe, perfect for cooler weather. Embrace holiday hues and sophisticated dark prints to make a statement, whether you're attending a cozy brunch or a formal gathering. From smocked details or ruffled accents to long-sleeved or sleeveless styles, these midi dresses for women combine comfort and style, ensuring you look stunning all season long. Shop online or in-store at Windsor for the perfect winter midi dress to elevate your style this holiday season.

  • Cozy Luxe Cable Knit Off-The-Shoulder Midi Dress

    Show off a luxe look while still keeping it cozy in this soft cable knit midi dress is designed with an off-the-shoulder fold-over neckline, long fitted sleeves, and a high front slit to accent the midi-length form-hugging silhouette. Style with knee-high boots or strappy heels!

    Fit & Features

    • Ribbed cable knit fabric, plenty of stretch
    • Off-the-shoulder fold-over neckline
    • Long fitted sleeves
    • High front slit
    • Midi-length form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06005-2106

    Category Name: Midi Dresses

    Price: $27.93 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • 30% Off
  • Christa Sleeveless Velvet Wrap Midi Dress

    Special Occasion 

    Bring elegance to your formal event in a velvet dress that features a sleeveless cowl neckline accented with floral appliques, adjustable spaghetti straps, and a wrap midi-length hem with a high slit. Complete look with a rhinestone clutch. 

    Fit & Features

    • Velvet fabrication
    • Sleeveless cowl neckline
    • Floral appliques at bust
    • Adjustable spaghetti straps
    • Wrap silhouette, high slit
    • Midi length-hem
    • Runs true to size

    Style Number/Barcode: 05001-2484

    Category Name: Midi Dresses

    Price: $41.93 $59.90

    On Sale: Yes

    Availability: In Stock

    Available Color: WINE

    Available Size: XS, S, M

    Product Badge:
    • 30% Off
  • Sleek Leopard Print Lace And Satin Midi Dress

    This sleek leopard print satin midi dress is designed with a sheer lace bust overlay for a sexy-chic vibe. It features a sleeveless V-neckline with a tie-front detail, tank shoulder straps, and a midi-length hem with a flowy A-line silhouette.

    Fit & Features

    • Leopard-printed satin woven fabric
    • Sheer lace bust overlay
    • V-neckline with tie-front detail
    • Tank shoulder straps
    • Midi-length hem
    • A-line silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3730

    Category Name: Midi Dresses

    Price: $32.83 $46.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BROWN

    Available Size: S, M, L

    Product Badge:
    • 30% Off
  • Stylish Embrace Cable Knit Midi Dress

    Embrace a cozy vibe in a cable knit dress that features a trendy v-neckline, fitted long sleeves, and a midi-length hem. Complete look with ankle booties!

    Fit & Features

    • Unlined cable knit fabrication
    • V-neckline
    • Fitted long sleeves
    • Midi length hem
    • Runs true to size

    Style Number/Barcode: 06005-2097

    Category Name: Midi Dresses

    Price: $30.03 $42.90

    On Sale: Yes

    Availability: In Stock

    Available Color: MOCHA

    Available Size: S, M, L

    Product Badge:
    • 30% Off
  • Sophisticated Enchantment Velvet Midi Dress

    The velvet dress features a sleeveless sweetheart neckline, a pleated bodice, and a midi-length hem. Complete the look with rhinestone earrings for the perfect wedding guest outfit.

    Fit & Features

    • Velvet fabrication
    • Sleeveless sweetheart neckline
    • Pleated bodice
    • Midi length hem
    • Runs true to size

    Style Number/Barcode: 05101-3732

    Category Name: Midi Dresses

    Price: $30.03 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • 30% Off
  • Glam Radiance High-Slit Glitter Midi Dress

    Illuminate date night in a glitter dress that features a sleeveless pleated cowl neckline, spaghetti straps, a high side slit, and a midi-length hem. Complete look with platform heels. 

    Fit & Features

    • Lined smooth knit fabrication
    • Sleeveless pleated cowl neckline
    • Spaghetti straps
    • Glitter
    • High side slit
    • Midi length hem
    • Runs true to size

    Style Number/Barcode: 05101-3734

    Category Name: Midi Dresses

    Price: $31.43 $44.90

    On Sale: Yes

    Availability: In Stock

    Available Color: WINE

    Available Size: XS, S, M, L, XL

    Product Badge:
    • 30% Off
  • Regal Moment Off-The-Shoulder Velvet Midi Dress

    The velvet midi dress features an off-the-shoulder neckline with off-the-shoulder sleeve accents, ruching, and a flared midi-length hem. Complete semi-formal outfit with a rhinestone necklace. 

    Fit & Features

    • Velvet fabrication
    • Off-the-shoulder neckline
    • Ruching
    • Flared midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-3774

    Category Name: Midi Dresses

    Price: $27.23 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • 30% Off
  • Sleek Vibes Long Sleeve Ruched Midi Dress

    Channel sleek vibes in a midi dress that features a boat neckline, fitted long sleeves with thumb holes, and ruching that enhances curves. Complete look with strappy heels to take you from the office to happy hour! 

    Fit & Features

    • Smooth knit fabrication
    • Boat neckline
    • Long sleeves with thumb holes
    • Ruching
    • Midi length hem
    • Runs true to size

    Style Number/Barcode: 05101-3954

    Category Name: Midi Dresses

    Price: $25.83 $36.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BROWN

    Available Size: XS, S, M, L

    Product Badge:
    • 30% Off
  • Spot On Style Leopard Print Midi Dress

    Get spotted in a chic midi dress that features a trendy leopard print, a sleeveless sweetheart neckline with lace trim, a mini bow accent at the bust, sleek bungee spaghetti straps, and a midi length hem accented with a center slit at the back of hem. Complete date night outfit with block heels. 

    Fit & Features

    • Lined mesh fabrication
    • Sleeveless sweetheart neckline
    • Lace trim and mini bow accent at the bust
    • Bungee spaghetti straps
    • Leopard print
    • Midi length hem, center slit at back of hem
    • Runs true to size

    Style Number/Barcode: 05101-3884

    Category Name: Midi Dresses

    Price: $31.43 $44.90

    On Sale: Yes

    Availability: In Stock

    Available Color: LEOPARD

    Available Size: XS, S, M, L, XL

    Product Badge:
    • 30% Off
  • Sharp Lines Asymmetrical Long Sleeve Midi Dress

    Strike a fierce impression in a ribbed knit dress with an asymmetrical off-the-shoulder neckline, a pleated popover accent, fitted long sleeves, and a midi-length hem. Complete the look with strappy heels for the perfect work-to-happy hour look! 

    Fit & Features

    • Ribbed knit fabrication
    • Asymmetrical off-the-shoulder neckline
    • Pleated popover accent at the neckline
    • Long sleeves
    • Midi length hem
    • Runs true to size

    Style Number/Barcode: 05102-5947

    Category Name: Midi Dresses

    Price: $32.83 $46.90

    On Sale: Yes

    Availability: In Stock

    Available Color: IVORY

    Available Size: XS, S, M, L, XL

    Product Badge:
    • 30% Off
  • Romantic Glam Abstract Floral Ruched Midi Dress

    Bring a romantic aura with a sweet midi dress that features a sleeveless sweetheart neckline, ruching, and an abstract floral print. Complete date night outfit with a sleek clutch.

    Fit & Features

    • Mesh fabrication
    • Sleeveless sweetheart neckline
    • Adjustable spaghetti straps
    • Ruching
    • Abstract floral print
    • Midi length hem

    Style Number/Barcode: 05101-3777

    Category Name: Midi Dresses

    Price: $31.43 $44.90

    On Sale: Yes

    Availability: In Stock

    Available Color: MAROON

    Available Size: XS, S, M, L

    Product Badge:
    • 30% Off
  • Laina High Slit Satin Midi Dress

    Special Occasion

    Elevate the night in a midi dress that features a sleeveless cowl neckline, pleated bodice, tank shoulder straps, a high side slit, and a partially open back with a twist-bar accent. Complete cocktail outfit with glitter block heels. 

    Fit & Features

    • Stretch satin fabrication
    • Sleeveless cowl neckline, pleated bodice
    • Tank shoulder straps
    • High side slit
    • Partial open back with twist accent
    • Midi length hem
    • Runs true to size

    Style Number/Barcode: 05001-2586

    Category Name: Midi Dresses

    Price: $41.93 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • 30% Off
  • Petal Perfection Floral Ruched Midi Dress

    Make a charming impression in a midi dress that features a sleeveless cowl neckline with a bralette-like lace trim, adjustable spaghetti straps, a floral print, and ruching throughout. Complete the date night outfit with stiletto heels. 

    Fit & Features

    • Lined mesh fabrication
    • Sleeveless cowl neckline, lace trim
    • Adjustable spaghetti straps
    • Floral print
    • Ruching
    • Midi length hem
    • Runs true to size

    Style Number/Barcode: 05101-3794

    Category Name: Midi Dresses

    Price: $31.43 $44.90

    On Sale: Yes

    Availability: In Stock

    Available Color: PLUM

    Available Size: XS, S, M, L

    Product Badge:
    • 30% Off
  • Iconic Silhouette Off-Shoulder High Slit Midi Dress

    Show off an iconic silhouette and flaunt your stunning curves in this midi dress designed with sleek and smooth knit fabric. It features an asymmetric off-shoulder neckline with a draped cowl design at the bust, ruched detailing, and a high-cut side slit.

    Fit & Features

    • Smooth and stretchy knit fabric
    • Asymmetric off-shoulder cowl neckline
    • Ruched detailing
    • High side slit
    • Midi-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3595

    Category Name: Midi Dresses

    Price: $30.03 $42.90

    On Sale: Yes

    Availability: In Stock

    Available Color: RED, BROWN

    Available Size: XS, S, M, L

    Product Badge:
    • 30% Off
  • Stylish Moment Drop Waist A-Line Midi Dress

    Showcase chic style in this flowy midi dress designed with a ponte knit bodice with a strapless straight neckline and flexible boning for structure. The V-shaped drop waist leads to a lined chiffon midi-length A-line silhouette with pleated detailing.

    Fit & Features

    • Ponte knit bodice
    • Strapless straight neckline
    • Flexible boning, back zipper closure
    • V-shaped drop waist
    • Sheer chiffon midi-length A-line silhouette, knit lining
    • Pleated detailing
    • Runs true to size

    Style Number/Barcode: 05101-3835

    Category Name: Midi Dresses

    Price: $32.83 $46.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L

    Product Badge:
    • 30% Off
  • Fierce Style Zebra Print Mesh Halter Midi Dress

    Serve fierce style in this curve-hugging midi dress designed with lined mesh fabric with a bold zebra print pattern. It features a sleeveless halter V-neckline, an alluring open back, ruched side seams, and a midi-length bodycon silhouette to flaunt your stunning figure.

    Fit & Features

    • Sheer mesh fabric with knit lining, plenty of stretch
    • Zebra print
    • V-neckline with halter strap
    • Open back
    • Ruched side seams
    • Midi-length bodycon fit
    • Runs true to size

    Style Number/Barcode: 05103-5919

    Category Name: Midi Dresses

    Price: $31.43 $44.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BROWN

    Available Size: XS, S, M, L

    Product Badge:
    • 30% Off
  • Timeless Beauty Flocked Floral Mesh Strapless Midi Dress

    Showcase timeless beauty in this midi dress designed with lined mesh fabric and a gorgeous flocked velvet floral pattern. It features a strapless sweetheart neckline with a structured bust, ruched detailing to accentuate your stunning curves, and a high-cut side slit accented on the mid-length bodycon silhouette.

    Fit & Features

    • Sheer mesh fabric with knit lining, flocked velvet floral pattern
    • Strapless sweetheart neckline, structured bust
    • Back zipper closure
    • Ruching
    • High side slit
    • Midi-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3907

    Category Name: Midi Dresses

    Price: $34.93 $49.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK, CAMEL

    Available Size: S, M, L

    Product Badge:
    • 30% Off
  • Cosmic Chic Tie-Dye Knit Midi Dress

    The ribbed knit dress features a scoop neckline, fitted long sleeves, a tie-dye pattern, and a midi-length hem accented with a center slit at the hem. Complete the look with ankle booties for a casually chic vibe. 

    Fit & Features

    • Ribbed knit fabrication
    • Scoop neckline
    • Long sleeves
    • Tie-dye pattern
    • Center slit at back of hem
    • Midi length hem
    • Runs true to size

    Style Number/Barcode: 06005-2132

    Category Name: Midi Dresses

    Price: $38.43 $54.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M

    Product Badge:
    • 30% Off
  • Sleek Vibes Off The Shoulder Knit Midi Dress

    Keep it sleek and stylish in a ribbed knit dress that features a v-neckline that can be worn off-the-shoulder, fitted long sleeves, and a midi-length hem. Complete the look with sneakers to add a casual touch! 

    Fit & Features

    • Lined ribbed knit fabrication
    • V-neckline and off-the-shoulder 
    • Long sleeves
    • Midi length hem
    • Runs true to size

    Style Number/Barcode: 05102-5942

    Category Name: Midi Dresses

    Price: $30.03 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • 30% Off
  • All Things Cozy High Slit Knit Midi Dress

    Oh-so-cute and cozy, this knit midi dress is a seasonal staple. It features a mock neckline, long fitted sleeves, an asymmetric mid-length hem creating a thigh-high side slit, and a form-hugging silhouette. The ribbed hacci knit fabric has an ultra-soft feel with plenty of stretch. Style this midi dress with knee-high boots for a latte date.

    Fit & Features

    • Mock neckline
    • Long fitted sleeves
    • Asymmetric mid-length hem
    • Thigh-high side slit
    • Form-hugging fit
    • Ribbed hacci knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-5333

    Category Name: Midi Dresses

    Price: $17.43 $24.90

    On Sale: Yes

    Availability: In Stock

    Available Color: COGNAC

    Available Size: XS, S, M, L

    Product Badge:
    • 30% Off
  • Dare To Allure Abstract Print High Slit Midi Dress

    Dare to allure with your chic style in this mesh midi dress designed with a bold abstract swirl print. It features a sleeveless cowl neckline with pleated detailing, adjustable spaghetti straps for a customized fit, and a high-cut side slit on the slim-fit silhouette.

    Fit & Features

    • Sheer mesh fabric with knit lining, plenty of stretch
    • Abstract swirl print
    • Pleated cowl neckline
    • Adjustable spaghetti straps
    • High side slit
    • Midi-length slim-fit silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3704

    Category Name: Midi Dresses

    Price: $31.43 $44.90

    On Sale: Yes

    Availability: In Stock

    Available Color: CHARCOAL

    Available Size: XS, S, M, L, XL

    Product Badge:
    • 30% Off
  • Glitz And Glimmer Glitter Mesh Wrap-Front Midi Dress

    Glitz up the night in this gorgeous midi dress designed with sheer glitter mesh fabric and a knit lining for coverage. It features a sleeveless sweetheart neckline with spaghetti straps, pleated detailing at the bodice and waist, and a faux wrap-front design creating a high slit on the slim-fit silhouette.

    Fit & Features

    • Sheer glitter mesh fabric with knit lining, plenty of stretch
    • Sweetheart neckline, spaghetti straps
    • Pleated bodice and waist
    • Faux wrap-front design, high slit
    • Asymmetric midi-length hem
    • Slim-fit silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3078

    Category Name: Midi Dresses

    Price: $30.03 $42.90

    On Sale: Yes

    Availability: In Stock

    Available Color: NAVY

    Available Size: S, M, L

    Product Badge:
    • 30% Off
  • Perfect Curves Ribbed Knit Off-The-Shoulder Midi Dress

    Showcase your perfect curves in this midi dress designed with soft ribbed knit fabric. It features an off-the-shoulder neckline with a chic fold-over design, long fitted sleeves, and a midi-length bodycon silhouette.

    Fit & Features

    • Ribbed knit fabric with plenty of stretch
    • Off-the-shoulder neckline, fold-over design
    • Long fitted sleeves
    • Midi-length bodycon fit
    • Runs true to size

    Style Number/Barcode: 05102-5894

    Category Name: Midi Dresses

    Price: $25.83 $36.90

    On Sale: Yes

    Availability: In Stock

    Available Color: HEATHERGRAY

    Available Size: XS, S, M, L

    Product Badge:
    • 30% Off
  • Dazzle Nights Glitter Rhinestone Velvet Midi Dress

    Dazzle in a velvet dress that features a sleeveless cowl neckline, a criss-cross strap design at the back, a shimmering rhinestone snowflake pattern, a high side slit, and a midi length hem. Complete cocktail outfit with rhinestone heels.

    Fit & Features

    • Velvet knit fabrication
    • Sleeveless cowl neckline
    • Criss-cross back strap design
    • High side slit
    • Glitter and rhinestone snowflake pattern
    • Midi length hem
    • Runs true to size

    Style Number/Barcode: 05101-3827

    Category Name: Midi Dresses

    Price: $30.03 $42.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L

    Product Badge:
    • 30% Off